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Find Hotels with a Pool in Holiday, FL

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Top Holiday Hotels with a Pool

BBQ/picnic area
Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs

2.5 star property
Holiday
  • Outdoor pool
9.0 out of 10, Wonderful, (1000)
Dive into the inviting outdoor pool, a centerpiece for relaxation after exploring nearby Tarpon Springs. Attentive staff ensure a seamless stay while guests enjoy comfortable rooms, complimentary breakfast, and fitness amenities.
$98 nightly
The price is $110
Dec 7 - Dec 8
Total with taxes and fees
Fairfield Inn & Suites Holiday Tarpon Springs
Sun loungers, beach towels
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview

Holiday
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
9.8 out of 10, Exceptional, (122)
$324 nightly
The price is $360
Nov 17 - Nov 18
Total with taxes and fees
Luxurious Waterfront Holiday Home with Fully Encompassing Lakeview
Outdoor pool, a heated pool
Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.

Tahitian Development
  • Outdoor pool
10.0 out of 10, Exceptional, (13)
Cooling waters beckon at this lakefront haven featuring both outdoor and private pools surrounded by peaceful nature. Wildlife sightings, a fully stocked kitchen, and a game room complete this pet-friendly family retreat with tranquil lake views.
$404 nightly
The price is $447
Dec 1 - Dec 2
Total with taxes and fees
Lakefront Paradise, with Heated Private Pool.
Dining
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday
  • Near the beach
9.8 out of 10, Exceptional, (83)
$536 nightly
The price is $593
Nov 17 - Nov 18
Total with taxes and fees
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Outdoor pool
Coastal Family Retreat – Pool, Fire Pit & Fun!

Coastal Family Retreat – Pool, Fire Pit & Fun!

2.0 star property
Holiday Lakes West
  • Outdoor pool
$336 nightly
The price is $372
Nov 17 - Nov 18
Total with taxes and fees
Coastal Family Retreat – Pool, Fire Pit & Fun!
Outdoor pool, pool umbrellas, sun loungers
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4.0 star property
Clearwater Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
9.4 out of 10, Exceptional, (2810)
Swimming becomes an indulgent ritual at the pristine outdoor pool complex, complete with sun loungers, umbrellas, and poolside cocktail service. After refreshing dips, guests unwind in the bubbling hot tub or pamper themselves at the full-service spa.
$217 nightly
The price is $245
Dec 7 - Dec 8
Total with taxes and fees
Wyndham Grand Clearwater Beach
Outdoor pool
Courtyard by Marriott Tampa Northwest/Veterans Expressway

Courtyard by Marriott Tampa Northwest/Veterans Expressway

3.0 star property
Citrus Park
  • Outdoor pool
9.2 out of 10, Wonderful, (1006)
Sparkling outdoor pool creates a peaceful oasis amid manicured gardens and comfortable terrace seating. After swimming laps, guests savor delicious meals at the on-site bistro before retreating to spacious, individually furnished rooms.
$101 nightly
The price is $115
Nov 23 - Nov 24
Total with taxes and fees
Courtyard by Marriott Tampa Northwest/Veterans Expressway
Outdoor pool
Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn

2.5 star property
Downtown Dunedin
  • Outdoor pool
  • Hot tub
8.8 out of 10, Excellent, (1005)
Sparkling waters beckon at this coastal retreat, featuring a pristine outdoor pool paired with a rejuvenating hot tub. Marina views create a peaceful backdrop while beachfront adventures remain just minutes away, complemented by flavorful dining at Bon Appetit restaurant.
$100 nightly
The price is $113
Dec 1 - Dec 2
Total with taxes and fees
Best Western Plus Yacht Harbor Inn
Outdoor pool
Quality Inn & Suites Tarpon Springs South

Quality Inn & Suites Tarpon Springs South

2.5 star property
Tarpon Springs
  • Outdoor pool
8.0 out of 10, Very Good, (1005)
Sparkling waters beckon in the outdoor pool sanctuary, surrounded by pretty gardens and plenty of seating for sunbathing or relaxation. After swimming, guests appreciate the comfortable beds and peaceful atmosphere in their clean, spacious rooms.
$77 nightly
The price is $86
Nov 23 - Nov 24
Total with taxes and fees
Quality Inn & Suites Tarpon Springs South
Outdoor pool
Hampton Inn Dunedin

Hampton Inn Dunedin

2.5 star property
Dunedin
  • Outdoor pool
9.4 out of 10, Exceptional, (715)
Saltwater splendor defines the heated outdoor pool at this spotless hotel near Clearwater Beach. Travelers enjoy hiking trails and windsurfing nearby, plus a well-equipped fitness center for complete vacation balance.
$111 nightly
The price is $126
Nov 23 - Nov 24
Total with taxes and fees
Hampton Inn Dunedin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Holiday Hotel Reviews

The Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"👍"
David 1-night trip
Posted 2 days ago
The Westin Tampa Bay

Frequently asked questions

What are some accommodations with pools in Holiday?
The Westin Tampa Bay: Resort, 2-minute walk from St. Petersburg - Clearwater Beaches. Offers a private beach, 2 outdoor pools, and 3 restaurants. Hilton Clearwater Beach Resort & Spa: Hotel, 3-minute walk from St. Petersburg - Clearwater Beaches. Provides 3 restaurants, an outdoor pool, and a full-service spa. Wyndham Grand Clearwater Beach: Hotel, 9-minute walk from Tampa Bay. Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. DoubleTree by Hilton Tampa Rocky Point Waterfront: Hotel located near Tampa Bay. Offers 2 restaurants, 2 outdoor pools, and complimentary wireless internet access. Grand Hyatt Tampa Bay: Resort, 1-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool, and a full-service spa.
What is there to see and do in Holiday?
The picturesque setting of Anclote Gulf Park and Anclote River Park showcase the area's natural beauty. Discover sights such as Key Vista Nature Park during your stay. You'll also discover lots of options for restaurants in Holiday.
When is the best time to book a hotel with a pool in Holiday?
Taking into account the local weather in Holiday is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 64°F. Average annual precipitation for Holiday is 42 inches.

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